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Charleston Vacation Packages

A vacation is only as good as the memories you take with you. With a dazzling array of sights to see & explore, and one-of-a-kind activities all around Charleston, it’s hard to know just where to start. That’s why we’ve curated these unique, fun-filled Charleston vacation packages that will have you enjoying the local flavor and experiencing your Holy City vacation in ways you never dreamed possible – so what are you waiting for? Let’s do this!

We have packages available for all sorts of occasions, including a romantic getaway with your significant other, a fun girls’ trip and much more! Choose from any of our Charleston getaway package or create your own with our a la carte option. Our Concierge team will handle all of the details!

Culinary Retreat Package

Package Includes

  • “Chef’s Kitchen Tour” This 3-hour walking tour takes you behind the scenes of 5 of Charleston’s greatest restaurants, where you will meet the talented chefs and gain insight into their ideas, methods and creativity.
  • Enjoy an intimate cooking class at your Luxury Simplified Retreatsvacation rental, OR enjoy a meal prepared by a Private Chef for you and your group.
  • Gift certificate to one of Charleston’s top restaurants, of your choosing, so you can experience the local cuisine for yourself (amount not to exceed $100).

Price: Starting at $300

Girls' Retreat Package

Package Includes

  • Spend an afternoon with locally renowned Personal Shopper & Stylist, Andrea Serrano, as she takes you to some of her favorite Charleston area boutiques and shares top styling tips and tricks.
  • Grab a swimsuit & the sunscreen or sit back, relax and watch the sunset from a private Boat Charter on Charleston Harbor
  • Gift certificate to enjoy true southern fare at Halls Chophouse Sunday Gospel Brunch (amount not to exceed $100).

Price: Starting at $750

Beach Retreat Package

Package Includes

  • Grab your friends and learn to catch a wave together OR have a private surf lesson with a local surf pro – you can even add yoga!
  • Chair & Umbrella Beach Gear Rentals – with or without daily set up. All you’ll need to bring is the sunscreen, a cold beverage and a good book!
  • Golf Cart Rental – either daily or weekly rental available.
  • (2) fluffy & luxurious Luxury Simplified Retreats logo beach towels

Price: Starting at $300

Couples Retreat Package

Package Includes

  • Tour the streets of historic downtown Charleston in a private, horse-drawn carriage for two, and discover the elegant gardens, private courtyards, and distinctive architecture with your own private guide. (pending availability)
  • Private, 60-minute couples massage at your Luxury Simplified Retreats vacation home
  • Gift certificate to one of Charleston’s top restaurants, of your choosing, so you can experience the local cuisine for yourself (amount not to exceed $100).

Price: Starting at $660

A La Carte Activities


  • Choose from any of the activities offered and create your own unique package … after all, no two experiences ever need to be the same!
  • Choose just one activity to add on to your Charleston vacation experience … and we’ll handle all of the details!
  • Inquire with our Concierge team to explore other activities and all the fun things waiting for you to experience while in Charleston

Price: Depends upon activity